Electrochromic polymer containing benzodithiophene structure, preparation method, electrochromic film and application

A benzodithiophene, electrochromic technology, applied in optics, instruments, nonlinear optics, etc., can solve problems such as poor solubility, stability, and color is not rich, and achieve easy large-area film preparation, good redox Excellent properties, electrical and optical properties

Active Publication Date: 2021-03-02
上海戎科特种装备有限公司
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] The invention provides an electrochromic polymer containing a benzodithiophene structure, a preparation method, an electrochromic film and its application, which are used to overcome the defects of insufficient color, poor solubility and stability in the prior art, and realize electrochromic Rich color change, good solubility, good stability and fast response rate of chromogenic polymers

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  • Electrochromic polymer containing benzodithiophene structure, preparation method, electrochromic film and application
  • Electrochromic polymer containing benzodithiophene structure, preparation method, electrochromic film and application
  • Electrochromic polymer containing benzodithiophene structure, preparation method, electrochromic film and application

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preparation example Construction

[0041] The present invention also proposes a method for preparing an electrochromic polymer containing a benzodithiophene structure, the synthetic route is as follows figure 1 shown, including the following steps:

[0042] S1: Preparation of 4,7-bis(4-hexyl-5-bromo-thienyl)-2,1,3-benzothiadiazole monomer through bromination reaction;

[0043] S2: Prepare 4,7-bis(4-hexyl-bisthienyl)-2,1,3-benzothiadiazole monomer through reflux reaction;

[0044] S3: Preparation of 4,7-bis(5'-bromo-4-hexyl-bithienyl)-2,1,3-benzothiadiazole monomer through bromination reaction;

[0045] S4: preparing bis(trimethyltin-based)benzodithiophene by controlling different temperature programs;

[0046] S5: preparing the electrochromic polymer containing the benzodithiophene structure through Stille coupling polymerization.

[0047] details as follows:

[0048] S1: Synthesis of brominated monomers: 4,7-bis(4-hexylthienyl)-2,1,3-benzothiadiazole and N-bromo Succinimide is placed in an organic solvent...

Embodiment 1

[0096] This embodiment provides a preparation method of a P(BDT-O-BHT-Tz) type electrochromic polymer containing a benzodithiophene structure:

[0097] S1: Under nitrogen protection, 4,7-di(4-hexylthienyl)-2,1,3-benzothiadiazole (2mmol) and NBS (4.6mmol) were placed in 30ml chloroform, in the absence of The bromination reaction was carried out at room temperature for 48 hours under the light environment, the mixed solution was poured into 200ml of water for washing, the organic phase and the aqueous phase were separated, the organic phase was collected, the aqueous phase was extracted three times with 20ml of dichloromethane and the obtained extract Combined with the organic phase, dried with anhydrous magnesium sulfate, concentrated, then subjected to column chromatography (silica gel column, washed with methanol), and washed with methanol to obtain 4,7-bis(4-hexyl-5-bromo- Thienyl)-2,1,3-benzothiadiazole monomer, the yield is 72% (the general yield of prior art is 40%). 1 H...

Embodiment 2

[0103] This embodiment provides a preparation method of a P(BDT-T-BTh-Tz) type electrochromic polymer containing a benzodithiophene structure:

[0104] S1: Under nitrogen protection, put 4,7-bis(4-hexylthienyl)-2,1,3-benzothiadiazole (2mmol) and NBS (4.4mmol) in 20ml chloroform, in the absence of Carry out bromination reaction at room temperature under light for 36 hours, and purify to obtain 4,7-bis(4-hexyl-5-bromo-thienyl)-2,1,3-benzothiadiazole monomer;

[0105] S2: In a 100ml three-necked flask, mix 4,7-bis(4-hexyl-5-bromo-thienyl)-2,1,3-benzothiadiazole monomer (2mmol), thiophene tributyltin (4.4 mmol), bis(triphenylphosphine)palladium dichloride (0.12mmol) were added to 40mL of anhydrous tetrahydrofuran, and a vacuum pump and a nitrogen bottle were used for gas exchange, and reflux reaction was carried out under nitrogen protection for 36h, and purified to obtain 4, 7-bis(4-hexyl-bisthienyl)-2,1,3-benzothiadiazole monomer;

[0106] S3: Replace 4,7-bis(4-hexylthienyl)-2...

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Abstract

The invention discloses an electrochromic polymer containing a benzodithiophene structure and a preparation method, an electrochromic film and application. The electrochromic polymer is a soluble polymer and can be used for preparing the electrochromic film with excellent performance; because the types of side chains of benzodithiophene are different from the number of bridged thiophene, the electrochromic polymer also has different color change ranges and absorption spectrum characteristics, has the advantages of low color change driving potential, easy large-area film preparation, short response time, good stability and the like, and is suitable for electrochromic devices such as intelligent windows, electrochromic displays and the like; the preparation method is suitable for large-scaleproduction, and the electrochromic polymer with excellent performance can be prepared.

Description

technical field [0001] The invention relates to the technical field of synthesis and film formation of electrochromic materials, in particular to an electrochromic polymer containing a benzodithiophene structure, a preparation method, an electrochromic film and its application. Background technique [0002] Electrochromism refers to the phenomenon of reversible changes in appearance color or spectral characteristics by applying an external electric field to a material. Because electrochromic materials can change from a colored state to a faded state, they have very broad application prospects in the fields of smart windows and electrochromic displays. Electrochromic materials mainly include inorganic transition metal oxides, organic small molecule materials and conductive polymer materials, among which conductive polymer polythiophene, polyaniline, polypyrrole, etc. The advantages of high speed and good stability have attracted extensive attention of researchers. [0003] ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12G02F1/1516
CPCC08G61/126G02F1/15165C08G2261/124C08G2261/1424C08G2261/145C08G2261/3243C08G2261/3223C08G2261/3246C08G2261/414C08G2261/54Y02E10/549
Inventor 陶益杰
Owner 上海戎科特种装备有限公司
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